Discover the ancient towns, culinary treasures and scenic countryside of Umbria on this four-night journey into the green heart of Italy. Start in Perugia, the region’s walled capital, home to ornate piazzas and palazzos aplenty, before a stop in the medieval hilltop town of Assisi. Here, you’ll have a chance to explore the UNESCO World Heritage-listed Basilica of Saint Francis – one of Italy’s most important Christian pilgrimage sites. Continue on to Norcia, where you’ll be staying in the elegant, 16th-century Palazzo Seneca. Dine on Umbria’s finest cuisine at the Michelin-starred restaurant, learn from the chefs themselves at a cooking masterclass, or embark on a guided tour and tasting experience at an award-winning olive oil farm. Cap off your Umbrian adventure with a trip to the woods for black truffle hunting, ricotta cheese-making and a picnic of local delicacies.
Collect your hire car on arrival in Perugia, the elegant hilltop capital of Italy’s Umbria region, its historic core stands on an ancient Etruscan and Roman acropolis originating from the sixth century BC, branching out to five medieval districts that feel frozen in time. Wander along the maze of cobbled lanes, passing between resplendent piazzas, palazzos and fountains, linked by winding stone staircases and ornate gates. Stop by the National Gallery of Umbria to marvel at one of Italy’s finest art collections, including masterpieces from renowned renaissance painter, Pietro Perugino. If you’re a chocolate lover, a trip to the Casa del Cioccolato factory and museum, the home of Baci Perugina chocolates, is a must.
Today, you’ll set off towards Assisi, a postcard-worthy hilltop village with wonderful views overlooking the fertile Umbrian countryside. It’s home to the 13th-century Basilica of Saint Francis, a UNESCO World Heritage site and one of Italy’s most important Christian pilgrimage landmarks, renowned for its colourful frescoes. You’ll also have time to check out the impressive pink-and-white striped Basilica di Santa Chiara before continuing on to the medieval walled town of Norcia, in the foothills of the Sibillini Mountains. Check into your accommodation at the delightful Palazzo Seneca, which combines classic Umbrian architecture with first class hospitality and exquisite cuisine. Be sure to reserve a table at the Michelin-starred restaurant, Vespasia, whose beautifully presented dishes are cooked using quality ingredients from local producers, as well as its own farm, with a strong emphasis on sustainable practices.
Breakfast included
After breakfast, you have a couple of immersive gastronomic experiences to choose from. Perhaps you’ll take the opportunity to meet Michelin-starred chefs for a cooking workshop, in which they’ll demonstrate their mastery of local ingredients and techniques, telling you the secrets of how to replicate their recipes at home. This will be followed by an informal tasting session. Alternatively, you may decide to visit an award-winning olive oil farm for a guided tour and sensory experience in which you’ll learn all about the subtleties of the highest quality olive oil, followed by a light lunch. Whichever activity you choose, you’ll gain a fascinating insight into Umbria’s rich culinary heritage.
Breakfast included
This morning, you’ll journey into the heart of Montefalco for an exclusive two‑hour experience dedicated to the region’s most iconic grape: Sagrantino. Your visit begins at the refined Enoteca Monte della Torre, where a dedicated wine educator welcomes you into the world of this ancient varietal. Here, you’ll explore the stories, traditions, and remarkable revival of Sagrantino – the grape that transformed Montefalco into one of Italy’s most celebrated winemaking destinations. Through guided tastings and engaging anecdotes, you’ll gain a deeper appreciation for the craftsmanship and passion behind these exceptional wines.
Additional curated experiences are available should you wish to continue your journey into Montefalco’s rich wine culture.
Breakfast included
Montefalco, famous for Sagrantino wine
After one final breakfast at Palazzo Seneca, it's time to head back to Perugia where your journey draws to a close – or you could extend your stay by continuing on to Tuscany.
Breakfast included
"I designed this self-drive itinerary to highlight the wonderful history, food and scenery of Umbria. Often overshadowed by its neighbour Tuscany, Umbria offers an authentic taste of Italy, and this holiday combines stays in two luxury hotels along with the historic sights of Perugia and Assisi and a set of quintessential Italian experiences at Palazzo Seneca. This itinerary is perfect for a short break, or to combine with time spent in Tuscany."
Andy Austen
Destination Specialist
16 May - 12 Jul / 13 - 23 Aug / 12 Sep - 01 Nov 2026 from: £1,000 pp excl. flights
— save up to £100 pp
01 - 30 Apr / 13 Jul - 02 Aug 2026 from: £960 pp excl. flights
— save up to £85 pp
01 - 15 May / 03 - 12 Aug / 24 Aug - 11 Sep 2026 from: £1,035 pp excl. flights
— save up to £95 pp
Includes
Alternative experiences and excursions are available on request - please speak to your specialist for details
Why are international flights excluded?
We believe that luxury and flexibility go hand in hand. That’s why our prices exclude international flights. Flight availability and fares vary daily, so when you’re ready to book, we’ll provide a quote based on your chosen airline, dates and departure airport. Or, if you prefer, you’re welcome to book your own flights. Either way, every detail is tailored to suit you.
Terms & Conditions
Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.